Back in 2007, Donald Trump Jr attended a party at the Playboy mansion while his wife, Vanessa, was pregnant. Because, when you’re a Trump and your wife is preparing for/has just given birth, you go hang out with women who take their clothes off for money apparently.

Adam Carolla, also known for his deep respect for woman (ha!), was there doing interviews for his radio show and Donny Boy sat down to discuss… his and his father’s penises.

“Can you believe the hell I’m going through?” Don Jr. told Carolla. “I’m at the Playboy Mansion with a pregnant wife! It doesn’t get worse than that, does it? Now, I love my wife, but that is rough. And I’m going to pay for these statements later on tonight. I’m gonna pay.”

(Side note: With Trump Jr.’s wife filing for divorce, it appears he’ll be paying alimony and child support now, but we digress.)

And then it got weird(er):

“When you and your pops are in the shower, who’s got the bigger package? You know what I’m saying,” Carolla asked Junior.